Unravelling a New Class of Chiral Organocatalyst for Asymmetric Ring-Opening Reaction of Meso Epoxides with Anilines

详细信息    查看全文

• 作者：Manish Kumar ; Rukhsana I. Kureshy ; S. Saravanan ; Shailesh Verma ; Ajay Jakhar ; Noor-ul H. Khan ; Sayed H. R. Abdi ; Hari C. Bajaj
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：June 6, 2014
• 年：2014
• 卷：16
• 期：11
• 页码：2798-2801
• 全文大小：304K
• 年卷期：v.16,no.11(June 6, 2014)
• ISSN：1523-7052

文摘

Chiral sulfinamide based organocatalyst 11 was synthesized from readily available starting materials and used for the asymmetric ring-opening (ARO) reaction of meso epoxides with anilines. A high yield (up to 95%) of chiral 尾-amino alcohols with excellent enantioselectivity (ee up to 99%) was achieved in 24鈥?0 h at rt under optimized reaction conditions. A probable mechanism for the catalytic ARO reaction is envisaged by ¹H and ¹³C NMR experiments.